913030

trYPhos^™

Umicore

• Synonym(s): (CyYPhos)(Me)PtBu₂, Tricyclohexyl(1-(di-tert-butylphosphanyl)ethylidene)phosphane
• Empirical Formula (Hill Notation): C₂₈H₅₄P₂
• CAS Number: 2271302-83-9
• Molecular Weight: 452.68
• UNSPSC Code: 12352001
• NACRES: NA.22

Properties

• Quality Level: 100
• form: powder
• reaction suitability: reagent type: ligand
• mp: 137-139 °C
• functional group: phosphine

Description

General description

trYPhos^™ is an ylide-functionalized phosphine ligand developed in the lab of Prof. V. Gessner with demonstrated uses in Pd-catalyzed cross coupling reactions, including the arylation of ketones and arylation of amines. trYPhos^™is the strongest donor of the available YPhos^™ ligands, and is suited towards the most challenging alpha-arylation reactions.

Application

The electron-rich and sterically demanding trYPhos^™ ligand has been used in the gold(I)-catalyzed hydroamination of acetylene, and has shown to be effective in a range of Buchwald-Hartwig amination reactions. The strong electron-donor strength and sterically demanding nature of the ligand has been shown to increase the rate of formation of the catalytically active mono-phosphine palladium species, often leading to decreased reaction times or allowing the use of lower reaction temperatures. trYPhos^™ is the most strongest donor of the available YPhos^™ligands and has been found to be effective alpha-arylation of aliphatic cyclic ketones.

Learn more about ylide-functionalized phosphines (YPhos)

Features and Benefits

Advantages of the trYPhos^™ ligand over less electron rich ligand sources include, increased substrate scope in Buchwald-Hartwig amination reactions, including aryl chlorides, the use of more mild reaction conditions and improved activity in in C-N and C-C cross coupling reactions. The increased electron donor stregth of trYPhos^™ has been shown to be effective in the challenging alpha-arylation of aliphatic ketones.

Legal Information

Product of Umicore

This product, its manufacturing or use, is the subject of one or more issued or pending U.S. Patents (and foreign equivalents) owned or controlled by Umicore PMC. The purchase of this product from Umicore PMC through Sigma-Aldrich, its affiliates or their authorized distributors conveys to the buyer a limited, one-time, non-exclusive, non-transferable, non-assignable license. Buyer′s use of this product may infringe patents owned or controlled by third parties. It is the sole responsibility of buyer to ensure that its use of the product does not infringe the patent rights of third parties or exceed the scope of the license granted herein.

For any further information on product please refer to your local Umicore PMC contact at www.pmc.umicore.com.

Yphos is a trademark of Umicore AG & Co. KG

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable